Winter Park Pines Homes with Pickleball Court(s) Amenities

Winter Park Pines Homes with Pickleball Court(s) Amenities

Welcome to Winter Park Pines, a delightful subdivision nestled in the heart of Winter Park, Florida. This charming community offers a perfect blend of suburban tranquility and vibrant city life, making it an ideal place for families, retirees, and everyone in between. Known for its lush landscapes and friendly atmosphere, Winter Park Pines is a hidden gem in Orange County, providing residents with a welcoming environment that feels like home.

One of the standout features of Winter Park Pines is its commitment to an active lifestyle, highlighted by the availability of homes with pickleball courts. As one of the fastest-growing sports in the U.S., pickleball is perfect for all ages and skill levels. Residents can enjoy friendly matches right in their own backyards or gather with neighbors for a fun day of play. The courts not only promote fitness but also foster a sense of community, making it easy to meet new friends and create lasting memories.

The homes in Winter Park Pines are designed with comfort and style in mind, featuring spacious layouts, modern amenities, and beautifully landscaped yards. Many properties boast additional features such as private pools and outdoor living spaces, perfect for enjoying Florida's year-round sunshine. With nearby parks, shopping, and dining options, everything you need is just a stone's throw away.

Experience the charm of Winter Park Pines, where a lively community meets an active lifestyle. Come discover your dream home today, and make the most of life in this enchanting subdivision!

Newest Winter Park Pines Homes with Pickleball Court(s) Amenities

$675,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this beautifully updated three-bedroom, two-bathroom pool home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, repaired beam, resurfacing, and new pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021

433 Gilbert Road, Winter Park

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